We loved San Diego. We had great fun exploring Little Italy, eating the best breakfast ever of pancakes and having to queue to even get a seat, a good hotel overlooking the Star of India (a clipper, rather than a curry house), and plenty to see. Big navy town, eighth biggest city in the US, second best climate in the world, and a lot of people on the streets. I guess if you are going to be homeless, you may as well be in a climate that suits the outdoor life.